Although Gone With The Wind was first released in 1939, its name continues to be echoed in film circles to this day. Based on the novel by Margaret Mitchell, Gone With The Wind tells the story of Scarlett O'Hara, a southern belle portrayed by Vivien Leigh, whose life has been upended by the Civil War. In the movie, fans can see de Havilland as Melanie Hamilton Wilkes, O'Hara's sister-in-law turned best friend. 

Though the film has can be criticised for its regressive characterisations of slaves, Leigh and de Havilland do give some of their best performances in the film. The movie itself has also received some of the most prestigious awards including Academy Awards for "Best Film Editing", "Best Production Design", "Best Picture", and "Best Director". 

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A complicated love story told through the eyes of a schoolteacher, Hold Back The Dawn is a cynical yet heartfelt melodrama that earned de Havilland an Oscar nomination for "Best Actress". A teacher in a Mexican border town, de Havilland's character, Emmy Brown falls in love with Georges Iscovescu (Charles Boyer), a desperate man in need of a green card. Without knowing his true intentions, Emmy marries Georges — but as with most love stories, things start to get complicated when Georges develops feelings for Emmy. 

To Each His Own won de Havilland her first "Best Actress" Oscar in 1947. In it, she plays Jody Norris, a middle-aged American who meets Lord Desham, played by Roland Culver, in London. As Jody recalls her youth, it is revealed to us that she had fallen in love with a pilot who died in the war. Pregnant and scared, she had given birth to the pilot's son and given it up for adoption to her best friend, yet had tried to regain custody over him. Years later, as Jody's son returns to London as a pilot himself, Lord Desham intervenes to help Jody in her plight. 

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Tackling the issues of mental health, The Snake Pit revolves around de Havilland's character, Virginia Cunningham, who finds herself in a mental institution yet uncertain of how she got there. Without her memory, she begins to depend on Dr. Mark Kik who helps her uncover the roots of her precarious mental state. Told mostly in flashbacks, The Snake Pit is a narrative of complicated romance that blossoms amidst a time when mental health remained a taboo. 

The Heiress, released in 1949, was the movie that nabbed de Havilland her second "Best Actress" Oscar. In it, she plays Catherine Sloper, a shy heiress, who falls in love with Morris Townsend (Montgomery Clift). The heiress' father suspects that Townsend is only after Catherine's money yet the headstrong girl still continues to pursue a relationship with her love. 

Dramatic yet entertaining, The Heiress remains as one of de Havilland's most memorable movies. 

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